反应详情

A mixture of 2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-morpholin-4-yl-1,3,5-triazine (1.26, 4.2 mmol), sodium carbonate solution (2M, 2 mL), tetrakis palladium triphenylphosphine 70 mg (catalytic amount) and 4-aminophenyl boronic pinacol ester (1.37 g, 6.3 mmoles) in DME (100 mL) was heated to reflux for 24 hours. The solvent was evaporated, the residue was re-dissolved in methylene chloride and filtered through Celite™. The solvent was evaporated and the residue was chromatographed on silica gel eluting with first 26/4 hexanes/ethyl acetate then increased to 1/1 hexanes ethyl acetate to give 1.0 of 4-{4-[(3S)-3-methylmorpholin-4-yl]-6-morpholin-4-yl-1,3,5-triazin-2-yl}aniline (71% yield); M+H 357.2.

1. temperaturewas heated
2. temperatureto reflux for 24 hours
3. customThe solvent was evaporated
4. dissolutionthe residue was re-dissolved in methylene chloride
5. filtrationfiltered through Celite™
6. customThe solvent was evaporated
7. customthe residue was chromatographed on silica gel eluting with first 26/4 hexanes/ethyl acetate
8. temperaturethen increased to 1/1 hexanes ethyl acetate